8 days in Wisconsin & Boston Itinerary

8 days in Wisconsin & Boston Itinerary

Created using Inspirock United States itinerary planner

Plan created by another user. Make it yours
Drive
1
Milwaukee
— 2 nights
Fly
2
Boston
— 5 nights
Fly

S M T W T F S
28
29
30
31
1
2
3
4
5
6
7
8
9
10

2
nights
Milwaukee

Brew City

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Milwaukee is known for museums, breweries & distilleries, and historic sites. Your plan includes some of its best attractions: admire the masterpieces at Milwaukee Art Museum, stop by Historic Third Ward, sample the tasty concoctions at Lakefront Brewery, and take in the spiritual surroundings of Basilica of St. Josaphat.

For more things to do, reviews, where to stay, and more tourist information, use the Milwaukee holiday builder site.

Chicago to Milwaukee is an approximately 2-hour car ride. You can also take a train; or take a bus. Expect slightly colder weather when traveling from Chicago in April: highs in Milwaukee hover around 53°F, while lows dip to 36°F. Wrap up your sightseeing on the 3rd (Sat) early enough to travel to Boston.

Things to do in Milwaukee

Museums · Shopping · Breweries & Distilleries · Tours

5
nights
Boston

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Boston is known for historic sites, museums, and parks. Your plan includes some of its best attractions: admire the masterpieces at Museum of Fine Arts, wander the streets of North End, admire the natural beauty at Isabella Stewart Gardner Museum, and engage your brain at Museum of Science.

To see where to stay, reviews, maps, and other tourist information, you can read our Boston trip planner.

You can fly from Milwaukee to Boston in 5 hours. Other options are to drive; or take a train. You'll lose 1 hour traveling from Milwaukee to Boston due to the time zone difference. Expect a daytime high around 56°F in April, and nighttime lows around 40°F. Wrap up your sightseeing on the 8th (Thu) early enough to travel back home.

Things to do in Boston

Museums · Parks · Historic Sites · Neighborhoods

Side Trip

Wisconsin travel guide

4.2
Specialty Museums · Water Parks · Zoos
The Badger State
Wisconsin is known as "America's Dairyland" because of its status as the nation's most famous producer of milk and cheese. A growing favorite with foreign tourists, the state is a perfect holiday destination for nature lovers, offering year-round outdoor activities like fishing, boating, kayaking, and hiking. Dotted with thousands of inland lakes and waterways alongside apple and cherry orchards, Wisconsin also offers numerous urban tourist attractions, its cities hosting renowned beer and art festivals each year.